Heptyl isocyanate
Chemical compound
From Wikipedia, the free encyclopedia
Heptyl isocyanate is an organic chemical compound of carbon, hydrogen, nitrogen, and oxygen with the linear formula CH3(CH2)6NCO.[2][3] The compound is classified as an aliphatic isocyanate, characterized by the presence of the reactive isocyanate functional group (–N=C=O) attached to a heptyl chain.
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| Names | |
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| IUPAC name
1-isocyanatoheptane | |
Other names
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| Identifiers | |
3D model (JSmol) |
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CompTox Dashboard (EPA) |
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| Properties | |
| C8H15NO | |
| Molar mass | 141.214 g·mol−1 |
| Appearance | liquid |
| Density | 0.876 g/mL at 25 °C |
| Boiling point | 75 °C (167 °F; 348 K) |
| Hazards | |
| GHS labelling:[1] | |
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| Danger | |
| H302, H312, H315, H317, H318, H332, H334, H335 | |
| P261, P264, P280, P301, P302, P305, P312, P338, P351, P352 | |
| Flash point | 63 °C (145 °F; 336 K) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Structure
Heptyl isocyanate consists of a seven-carbon alkyl chain (heptyl group) bonded to an isocyanate group. The isocyanate group contains a cumulative double bond between nitrogen and carbon, which contributes to the compound's high reactivity.[4]
When the isocyanate group is attached to the second carbon of the heptyl chain, the resulting positional isomer is referred to as 2-heptyl isocyanate.[5]
Physical properties
The compound is a liquid.
Uses
The compound is primarily used as an intermediate in organic chemistry. Its applications include:[6]
- Polymer chemistry: As a monofunctional isocyanate, it is used as a chain terminator or modifying agent in the production of polyurethanes to control molecular weight and introduce specific end-group functionalities.[7]
- Pharmaceutical synthesis: It is employed as a building block or derivatizing agent in the synthesis of certain pharmaceutical compounds, particularly in the formation of carbamate-based drugs or prodrugs.[8]
- Agrochemicals: the compound serves as a precursor in the synthesis of pesticides and herbicides, where the urea or carbamate functional groups are common components.